# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_wangzhy_0509
_database_code_depnum_ccdc_archive 'CCDC 1988053'
loop_
_audit_author_name
_audit_author_address
'Xin-Ping Hui'
;Lanzhou University
China
;
_audit_update_record             
;
2020-03-04 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_audit_creation_date             2020-03-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H24 F N O5 S'
_chemical_formula_sum            'C27 H24 F N O5 S'
_chemical_formula_weight         493.53
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3521(5)
_cell_length_b                   15.6620(8)
_cell_length_c                   16.8531(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.674(5)
_cell_angle_gamma                90
_cell_volume                     2467.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1890
_cell_measurement_temperature    292.90(10)
_cell_measurement_theta_max      25.1130
_cell_measurement_theta_min      3.8490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9217
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         3.394
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.90(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -10.00   16.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  -99.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -29.00   96.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   19.0000  -90.0000 125

#__ type_ start__ end____ width___ exp.time_
  3 omega  -25.00   53.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -77.0000  120.0000 78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0018373000
_diffrn_orient_matrix_UB_12      -0.0410018000
_diffrn_orient_matrix_UB_13      -0.0178743000
_diffrn_orient_matrix_UB_21      0.0353950000
_diffrn_orient_matrix_UB_22      0.0165123000
_diffrn_orient_matrix_UB_23      -0.0333365000
_diffrn_orient_matrix_UB_31      0.0670772000
_diffrn_orient_matrix_UB_32      -0.0098662000
_diffrn_orient_matrix_UB_33      0.0185057000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3230
_reflns_number_total             4853
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4853
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.3780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1154
_refine_ls_wR_factor_ref         0.1399
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C16(H16), C17(H17), C18(H18),
 C19(H19), C22(H22), C23(H23), C25(H25), C26(H26)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C27(H27A,H27B,H27C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.98687(8) 0.14962(4) 0.24607(4) 0.0529(2) Uani 1 1 d . . . . .
F1 F 0.30340(16) 0.40250(13) 0.38082(11) 0.0878(6) Uani 1 1 d . . . . .
O1 O 0.6373(2) 0.13446(11) 0.40230(10) 0.0570(5) Uani 1 1 d . . . . .
H1 H 0.624107 0.148290 0.448435 0.086 Uiso 1 1 calc R U . . .
O2 O 0.9309(2) 0.12529(13) 0.16940(10) 0.0732(6) Uani 1 1 d . . . . .
O3 O 1.11750(19) 0.19710(12) 0.25439(13) 0.0700(6) Uani 1 1 d . . . . .
O4 O 0.5631(2) 0.31215(17) 0.06335(11) 0.0945(8) Uani 1 1 d . . . . .
O5 O 0.39780(19) 0.37973(13) 0.13058(11) 0.0652(6) Uani 1 1 d . . . . .
N1 N 0.8620(2) 0.20785(13) 0.28527(12) 0.0454(5) Uani 1 1 d . . . . .
C1 C 0.7080(2) 0.18289(15) 0.27498(14) 0.0437(6) Uani 1 1 d . . . . .
H1A H 0.700477 0.120880 0.268294 0.052 Uiso 1 1 calc R U . . .
C2 C 0.6392(2) 0.20968(15) 0.35322(14) 0.0419(6) Uani 1 1 d . . . . .
C3 C 0.7459(2) 0.27238(14) 0.38782(13) 0.0384(5) Uani 1 1 d . . . . .
C4 C 0.7327(3) 0.32823(15) 0.45062(14) 0.0459(6) Uani 1 1 d . . . . .
H4 H 0.645847 0.333826 0.475614 0.055 Uiso 1 1 calc R U . . .
C5 C 0.8504(3) 0.37590(17) 0.47602(16) 0.0528(7) Uani 1 1 d . . . . .
H5 H 0.842808 0.413795 0.518166 0.063 Uiso 1 1 calc R U . . .
C6 C 0.9785(3) 0.36699(18) 0.43873(17) 0.0584(7) Uani 1 1 d . . . . .
H6 H 1.056601 0.399159 0.456507 0.070 Uiso 1 1 calc R U . . .
C7 C 0.9946(3) 0.31194(17) 0.37589(16) 0.0534(7) Uani 1 1 d . . . . .
H7 H 1.081644 0.306621 0.351079 0.064 Uiso 1 1 calc R U . . .
C8 C 0.8762(2) 0.26477(15) 0.35102(14) 0.0410(6) Uani 1 1 d . . . . .
C9 C 0.4863(2) 0.24079(16) 0.33912(14) 0.0453(6) Uani 1 1 d . . . . .
H9A H 0.450983 0.262264 0.388861 0.054 Uiso 1 1 calc R U . . .
H9B H 0.427169 0.192412 0.323422 0.054 Uiso 1 1 calc R U . . .
C10 C 0.4679(2) 0.31088(16) 0.27590(14) 0.0417(6) Uani 1 1 d . . . . .
H10 H 0.365735 0.313157 0.261285 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5449(2) 0.28535(16) 0.20230(13) 0.0419(6) Uani 1 1 d . . . . .
C12 C 0.6485(3) 0.22675(16) 0.20250(15) 0.0480(6) Uani 1 1 d . . . . .
H12 H 0.686416 0.212109 0.153950 0.058 Uiso 1 1 calc R U . . .
C13 C 0.5049(3) 0.32563(17) 0.12461(15) 0.0506(6) Uani 1 1 d . . . . .
C14 C 0.3528(3) 0.4247(2) 0.05913(18) 0.0811(10) Uani 1 1 d . . . . .
H14A H 0.312137 0.384933 0.021491 0.122 Uiso 1 1 calc R U . . .
H14B H 0.433925 0.452267 0.036644 0.122 Uiso 1 1 calc R U . . .
H14C H 0.282545 0.466877 0.071845 0.122 Uiso 1 1 calc R U . . .
C15 C 0.5098(2) 0.39951(15) 0.30564(14) 0.0408(6) Uani 1 1 d . . . . .
C16 C 0.6325(3) 0.44195(17) 0.28505(17) 0.0560(7) Uani 1 1 d . . . . .
H16 H 0.692923 0.417046 0.248788 0.067 Uiso 1 1 calc R U . . .
C17 C 0.6677(4) 0.5207(2) 0.3171(2) 0.0787(10) Uani 1 1 d . . . . .
H17 H 0.751417 0.547809 0.302533 0.094 Uiso 1 1 calc R U . . .
C18 C 0.5805(4) 0.5590(2) 0.3701(2) 0.0813(10) Uani 1 1 d . . . . .
H18 H 0.604584 0.611968 0.391464 0.098 Uiso 1 1 calc R U . . .
C19 C 0.4583(4) 0.5192(2) 0.3914(2) 0.0749(9) Uani 1 1 d . . . . .
H19 H 0.397759 0.544310 0.427451 0.090 Uiso 1 1 calc R U . . .
C20 C 0.4264(3) 0.44180(18) 0.35881(17) 0.0546(7) Uani 1 1 d . . . . .
C21 C 1.0042(2) 0.05555(16) 0.30216(14) 0.0433(6) Uani 1 1 d . . . . .
C22 C 0.9370(3) -0.01768(17) 0.27681(16) 0.0552(7) Uani 1 1 d . . . . .
H22 H 0.881217 -0.017297 0.230198 0.066 Uiso 1 1 calc R U . . .
C23 C 0.9517(3) -0.09186(17) 0.32020(17) 0.0571(7) Uani 1 1 d . . . . .
H23 H 0.905340 -0.141114 0.302456 0.069 Uiso 1 1 calc R U . . .
C24 C 1.0336(3) -0.09450(17) 0.38924(15) 0.0517(7) Uani 1 1 d . . . . .
C25 C 1.1011(3) -0.0208(2) 0.41319(18) 0.0726(9) Uani 1 1 d . . . . .
H25 H 1.157234 -0.021483 0.459666 0.087 Uiso 1 1 calc R U . . .
C26 C 1.0888(3) 0.05435(18) 0.37070(17) 0.0655(8) Uani 1 1 d . . . . .
H26 H 1.136571 0.103316 0.387966 0.079 Uiso 1 1 calc R U . . .
C27 C 1.0478(4) -0.17484(19) 0.4376(2) 0.0819(10) Uani 1 1 d . . . . .
H27A H 0.980265 -0.173742 0.479396 0.123 Uiso 1 1 calc R U . . .
H27B H 1.143052 -0.178668 0.460157 0.123 Uiso 1 1 calc R U . . .
H27C H 1.029204 -0.223419 0.404134 0.123 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.431(2) . ?
S1 O3 1.434(2) . ?
S1 N1 1.636(2) . ?
S1 C21 1.756(3) . ?
F1 C20 1.366(3) . ?
O1 H1 0.8200 . ?
O1 C2 1.440(3) . ?
O4 C13 1.200(3) . ?
O5 C13 1.318(3) . ?
O5 C14 1.447(3) . ?
N1 C1 1.497(3) . ?
N1 C8 1.425(3) . ?
C1 H1A 0.9800 . ?
C1 C2 1.542(3) . ?
C1 C12 1.495(3) . ?
C2 C3 1.505(3) . ?
C2 C9 1.523(3) . ?
C3 C4 1.381(3) . ?
C3 C8 1.389(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.536(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.507(3) . ?
C10 C15 1.523(3) . ?
C11 C12 1.334(3) . ?
C11 C13 1.491(3) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.380(3) . ?
C15 C20 1.375(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.365(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.360(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.360(4) . ?
C21 C22 1.371(3) . ?
C21 C26 1.381(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.375(4) . ?
C24 C25 1.370(4) . ?
C24 C27 1.503(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.381(4) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 120.96(13) . . ?
O2 S1 N1 105.45(11) . . ?
O2 S1 C21 106.75(12) . . ?
O3 S1 N1 106.72(11) . . ?
O3 S1 C21 108.51(12) . . ?
N1 S1 C21 107.84(11) . . ?
C2 O1 H1 109.5 . . ?
C13 O5 C14 116.9(2) . . ?
C1 N1 S1 120.21(16) . . ?
C8 N1 S1 127.67(16) . . ?
C8 N1 C1 108.71(18) . . ?
N1 C1 H1A 109.7 . . ?
N1 C1 C2 104.69(18) . . ?
C2 C1 H1A 109.7 . . ?
C12 C1 N1 107.98(19) . . ?
C12 C1 H1A 109.7 . . ?
C12 C1 C2 114.78(19) . . ?
O1 C2 C1 106.33(18) . . ?
O1 C2 C3 109.31(18) . . ?
O1 C2 C9 108.88(19) . . ?
C3 C2 C1 102.75(19) . . ?
C3 C2 C9 117.4(2) . . ?
C9 C2 C1 111.52(19) . . ?
C4 C3 C2 129.6(2) . . ?
C4 C3 C8 119.7(2) . . ?
C8 C3 C2 110.6(2) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.0 . . ?
C5 C6 C7 122.1(3) . . ?
C7 C6 H6 119.0 . . ?
C6 C7 H7 121.2 . . ?
C6 C7 C8 117.5(2) . . ?
C8 C7 H7 121.2 . . ?
C3 C8 N1 109.7(2) . . ?
C7 C8 N1 128.6(2) . . ?
C7 C8 C3 121.5(2) . . ?
C2 C9 H9A 108.5 . . ?
C2 C9 H9B 108.5 . . ?
C2 C9 C10 114.99(19) . . ?
H9A C9 H9B 107.5 . . ?
C10 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C9 C10 H10 106.8 . . ?
C11 C10 C9 109.56(19) . . ?
C11 C10 H10 106.8 . . ?
C11 C10 C15 112.84(19) . . ?
C15 C10 C9 113.61(19) . . ?
C15 C10 H10 106.8 . . ?
C12 C11 C10 123.0(2) . . ?
C12 C11 C13 117.2(2) . . ?
C13 C11 C10 119.8(2) . . ?
C1 C12 H12 117.6 . . ?
C11 C12 C1 124.8(2) . . ?
C11 C12 H12 117.6 . . ?
O4 C13 O5 122.9(2) . . ?
O4 C13 C11 124.9(2) . . ?
O5 C13 C11 112.1(2) . . ?
O5 C14 H14A 109.5 . . ?
O5 C14 H14B 109.5 . . ?
O5 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C10 124.3(2) . . ?
C20 C15 C10 120.6(2) . . ?
C20 C15 C16 115.1(2) . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.4(3) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(3) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 120.7 . . ?
C18 C19 C20 118.5(3) . . ?
C20 C19 H19 120.7 . . ?
F1 C20 C15 117.3(2) . . ?
C19 C20 F1 117.9(3) . . ?
C19 C20 C15 124.8(3) . . ?
C22 C21 S1 120.00(18) . . ?
C22 C21 C26 119.7(2) . . ?
C26 C21 S1 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.3(3) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C27 121.5(3) . . ?
C25 C24 C23 117.7(3) . . ?
C25 C24 C27 120.8(2) . . ?
C24 C25 H25 118.9 . . ?
C24 C25 C26 122.3(2) . . ?
C26 C25 H25 118.9 . . ?
C21 C26 C25 118.8(3) . . ?
C21 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 145.60(16) . . . . ?
S1 N1 C1 C12 -91.7(2) . . . . ?
S1 N1 C8 C3 -153.69(18) . . . . ?
S1 N1 C8 C7 30.0(4) . . . . ?
S1 C21 C22 C23 179.3(2) . . . . ?
S1 C21 C26 C25 -179.5(2) . . . . ?
O1 C2 C3 C4 -79.3(3) . . . . ?
O1 C2 C3 C8 96.2(2) . . . . ?
O1 C2 C9 C10 -169.58(19) . . . . ?
O2 S1 N1 C1 40.5(2) . . . . ?
O2 S1 N1 C8 -162.8(2) . . . . ?
O2 S1 C21 C22 -15.1(2) . . . . ?
O2 S1 C21 C26 163.1(2) . . . . ?
O3 S1 N1 C1 170.35(17) . . . . ?
O3 S1 N1 C8 -33.0(2) . . . . ?
O3 S1 C21 C22 -146.9(2) . . . . ?
O3 S1 C21 C26 31.3(3) . . . . ?
N1 S1 C21 C22 97.8(2) . . . . ?
N1 S1 C21 C26 -84.0(2) . . . . ?
N1 C1 C2 O1 -96.4(2) . . . . ?
N1 C1 C2 C3 18.4(2) . . . . ?
N1 C1 C2 C9 145.00(18) . . . . ?
N1 C1 C12 C11 -115.8(3) . . . . ?
C1 N1 C8 C3 5.1(2) . . . . ?
C1 N1 C8 C7 -171.1(2) . . . . ?
C1 C2 C3 C4 168.1(2) . . . . ?
C1 C2 C3 C8 -16.4(2) . . . . ?
C1 C2 C9 C10 -52.6(3) . . . . ?
C2 C1 C12 C11 0.5(3) . . . . ?
C2 C3 C4 C5 175.1(2) . . . . ?
C2 C3 C8 N1 7.5(3) . . . . ?
C2 C3 C8 C7 -175.9(2) . . . . ?
C2 C9 C10 C11 48.4(3) . . . . ?
C2 C9 C10 C15 -78.9(3) . . . . ?
C3 C2 C9 C10 65.6(3) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C4 C3 C8 N1 -176.45(19) . . . . ?
C4 C3 C8 C7 0.1(3) . . . . ?
C4 C5 C6 C7 0.3(4) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 N1 175.9(2) . . . . ?
C6 C7 C8 C3 0.0(4) . . . . ?
C8 N1 C1 C2 -15.1(2) . . . . ?
C8 N1 C1 C12 107.6(2) . . . . ?
C8 C3 C4 C5 -0.1(3) . . . . ?
C9 C2 C3 C4 45.4(3) . . . . ?
C9 C2 C3 C8 -139.1(2) . . . . ?
C9 C10 C11 C12 -20.0(3) . . . . ?
C9 C10 C11 C13 159.3(2) . . . . ?
C9 C10 C15 C16 106.6(3) . . . . ?
C9 C10 C15 C20 -71.0(3) . . . . ?
C10 C11 C12 C1 -4.0(4) . . . . ?
C10 C11 C13 O4 177.1(3) . . . . ?
C10 C11 C13 O5 -2.0(3) . . . . ?
C10 C15 C16 C17 -176.9(3) . . . . ?
C10 C15 C20 F1 -2.5(4) . . . . ?
C10 C15 C20 C19 176.9(3) . . . . ?
C11 C10 C15 C16 -18.9(3) . . . . ?
C11 C10 C15 C20 163.5(2) . . . . ?
C12 C1 C2 O1 145.4(2) . . . . ?
C12 C1 C2 C3 -99.8(2) . . . . ?
C12 C1 C2 C9 26.8(3) . . . . ?
C12 C11 C13 O4 -3.6(4) . . . . ?
C12 C11 C13 O5 177.3(2) . . . . ?
C13 C11 C12 C1 176.7(2) . . . . ?
C14 O5 C13 O4 -1.0(4) . . . . ?
C14 O5 C13 C11 178.1(2) . . . . ?
C15 C10 C11 C12 107.7(3) . . . . ?
C15 C10 C11 C13 -73.0(3) . . . . ?
C15 C16 C17 C18 -0.4(5) . . . . ?
C16 C15 C20 F1 179.8(2) . . . . ?
C16 C15 C20 C19 -0.9(4) . . . . ?
C16 C17 C18 C19 0.1(5) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 F1 179.9(3) . . . . ?
C18 C19 C20 C15 0.5(5) . . . . ?
C20 C15 C16 C17 0.8(4) . . . . ?
C21 S1 N1 C1 -73.23(19) . . . . ?
C21 S1 N1 C8 83.4(2) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C22 C21 C26 C25 -1.3(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C22 C23 C24 C27 178.8(3) . . . . ?
C23 C24 C25 C26 0.2(5) . . . . ?
C24 C25 C26 C21 0.7(5) . . . . ?
C26 C21 C22 C23 1.1(4) . . . . ?
C27 C24 C25 C26 -179.1(3) . . . . ?

_olex2_date_sample_data_collection 2019-05-09
_olex2_submission_special_instructions 'No special instructions were received'
